5,231

Chester, MD Homes

Section Image Section Image
    • 432 Macum Creek Dr, Chester, MD 21619
      432 Macum Creek Dr, Chester, MD 21619
      432 Macum Creek Dr, Chester, MD 21619
      /72

      Est $960,589

      Not Listed For Sale

      432 Macum Creek Dr, Chester, MD 21619

      • 5 Beds
      • 3.5 Baths
      • 3,158 Sq Ft
      • Built 2010
      432 Macum Creek Dr, Chester, MD 21619

      Last Sold Summary

      • 3 Days On Market

      Last Listing Agent Edward Beres RE/MAX Executive

  • 110 Warbler Way Unit 3032, Chester, MD 21619
    110 Warbler Way Unit 3032, Chester, MD 21619
    110 Warbler Way Unit 3032, Chester, MD 21619
    /52

    $689,990

    New Construction $101K PRICE DROP Pending
    • 2 Beds
    • 2.5 Baths
    • 1,900 Sq Ft

    110 Warbler Way Unit 3032, Chester, MD 21619

    The Chester offers a thoughtfully designed open floorplan with a projected settlement date of October 2026. Ideal for modern living, this home features 2 bedrooms, 2.5 baths, and a 1-car garage. The main living area is anchored by an electric fireplace, while a dry bar adds both function and style for entertaining. A dedicated home office with lighted French doors provides a flexible space

    Mary Anne Kowalewski KOVO Realty

    110 Warbler Way Unit 3032, Chester, MD 21619
  • 630 Warbler Way Unit 2223, Chester, MD 21619
    630 Warbler Way Unit 2223, Chester, MD 21619
    630 Warbler Way Unit 2223, Chester, MD 21619
    /48

    $559,900

    Sold May 27, 2026

    630 Warbler Way Unit 2223, Chester, MD 21619

    • 2 Beds
    • 2.5 Baths
    • 1,900 Sq Ft
    • Built 2025

    Last Sold Summary

    • $295/SF
    • 35 Days On Market

    Last Listing Agent Mary Anne Kowalewski KOVO Realty

    630 Warbler Way Unit 2223, Chester, MD 21619
    • 1817 Stevens Dr, Chester, MD 21619
      1817 Stevens Dr, Chester, MD 21619
      1817 Stevens Dr, Chester, MD 21619
      /31

      Est $361,609

      Not Listed For Sale

      1817 Stevens Dr, Chester, MD 21619

      • 3 Beds
      • 1 Bath
      • 1,080 Sq Ft
      • Built 1976
      1817 Stevens Dr, Chester, MD 21619

      Last Sold Summary

      • 1 Day On Market

      Last Listing Agent Toni McDowell Keller Williams Select Realtors of Annapolis

  • 330 Serenity Ln, Chester, MD 21619
    330 Serenity Ln, Chester, MD 21619
    330 Serenity Ln, Chester, MD 21619
    /50

    $5,400,000

    $500K PRICE DROP
    • 7 Beds
    • 9 Baths
    • 10,667 Sq Ft

    330 Serenity Ln, Chester, MD 21619

    Designed to rival a private resort, this waterfront estate was built for celebrating with family and friends. Sweeping Chesapeake views set the stage for every gathering. The waterfront pool features a cascading rock waterfall, a tucked in bench, and a generous sun shelf, all overlooked by a pool house with a covered summer kitchen, bar, seating area, and full bath with AC. A curated firepit

    Brad Kappel TTR Sotheby's International Realty

    330 Serenity Ln, Chester, MD 21619
  • 106 Merganser Ct, Chester, MD 21619
    106 Merganser Ct, Chester, MD 21619
    106 Merganser Ct, Chester, MD 21619
    /34

    $280,000

    Sold Apr 17, 2026

    106 Merganser Ct, Chester, MD 21619

    • 2 Beds
    • 2 Baths
    • 1,069 Sq Ft
    • Built 1999

    Last Sold Summary

    • 2% Below List Price
    • $262/SF
    • 1 Day On Market

    Current Estimated Value $280,626

    Last Listing Agent Crystal Smith RE/MAX Executive

    106 Merganser Ct, Chester, MD 21619
    • 6004 Bridgepointe Dr, Chester, MD 21619
      6004 Bridgepointe Dr, Chester, MD 21619
      6004 Bridgepointe Dr, Chester, MD 21619
      /52

      Est $374,942

      Not Listed For Sale

      6004 Bridgepointe Dr, Chester, MD 21619

      • 3 Beds
      • 2.5 Baths
      • 1,885 Sq Ft
      • Built 1992
      6004 Bridgepointe Dr, Chester, MD 21619

      Last Sold Summary

      • 26 Days On Market

      Last Listing Agent Kathleen Higginbotham Samson Properties

  • 2882 Cox Neck Rd, Chester, MD 21619
    2882 Cox Neck Rd, Chester, MD 21619
    2882 Cox Neck Rd, Chester, MD 21619
    /93

    $2,400,000

    Under Contract
    • 4 Beds
    • 3.5 Baths
    • 4,331 Sq Ft

    2882 Cox Neck Rd, Chester, MD 21619

    Discover an exquisite Mediterranean-style residence nestled in the prestigious Southwind community, where luxury meets comfort while enjoying breathtaking sunset views. This stunning 4-bedroom, 3.5-bathroom home boasts 4,331 sq. ft. The gourmet kitchen features high-end stainless steel appliances, including a built-in microwave, wall oven, and a sleek cooktop, ensuring culinary excellence. Step

    Tricia Wilson Wilson Realty & Staging LLC

    2882 Cox Neck Rd, Chester, MD 21619
  • 102 Boatswain Way Unit 21, Chester, MD 21619
    102 Boatswain Way Unit 21, Chester, MD 21619
    102 Boatswain Way Unit 21, Chester, MD 21619
    /21

    $869,990

    Sold Jul 22, 2026

    102 Boatswain Way Unit 21, Chester, MD 21619

    • 3 Beds
    • 2.5 Baths
    • 2,602 Sq Ft
    • Built 2026

    Move in Ready Sold Summary

    • 3% Below List Price
    • $334/SF
    • 71 Days On Market

    K. Hovnanian Homes Four Seasons at Kent Island - Luxury Condos

    102 Boatswain Way Unit 21, Chester, MD 21619
    • 143 Carriage Heath, Chester, MD 21619
      143 Carriage Heath, Chester, MD 21619
      143 Carriage Heath, Chester, MD 21619
      /54

      Est $631,090

      Not Listed For Sale

      143 Carriage Heath, Chester, MD 21619

      • 2 Beds
      • 2.5 Baths
      • 1,241 Sq Ft
      • Built 2009
      143 Carriage Heath, Chester, MD 21619

      Last Sold Summary

      • 55 Days On Market

      Last Listing Agent Tara Trout Samson Properties

  • 230 Switchgrass Way Unit 12, Chester, MD 21619
    230 Switchgrass Way Unit 12, Chester, MD 21619
    230 Switchgrass Way Unit 12, Chester, MD 21619
    /23

    $525,000

    $25K PRICE DROP
    • 2 Beds
    • 2.5 Baths
    • 2,003 Sq Ft

    230 Switchgrass Way Unit 12, Chester, MD 21619

    Welcome to resort-style living at K. Hovnanian's Four Seasons at Kent Island — one of the Eastern Shore's premier 55+ waterfront communities on the Chesapeake Bay. This Magothy model condo offers approximately 2003 sq. ft. of thoughtfully designed single-level living, featuring 2 bedrooms — each with its own attached bathroom — plus a powder room for guests, a private home office with French

    David Moore Real Broker, LLC

    230 Switchgrass Way Unit 12, Chester, MD 21619
  • 1033 Dundee Ct Unit 5, Chester, MD 21619
    1033 Dundee Ct Unit 5, Chester, MD 21619
    1033 Dundee Ct Unit 5, Chester, MD 21619
    /63

    $365,000

    Sold Oct 20, 2025

    1033 Dundee Ct Unit 5, Chester, MD 21619

    • 3 Beds
    • 2.5 Baths
    • 1,360 Sq Ft
    • Built 2003

    Last Sold Summary

    • $268/SF
    • 14 Days On Market

    Current Estimated Value $354,397

    Last Listing Agent Erin Anderson Chesapeake Real Estate Associates, LLC

    1033 Dundee Ct Unit 5, Chester, MD 21619
    • 1713 Bayside Dr, Chester, MD 21619
      1713 Bayside Dr, Chester, MD 21619
      1713 Bayside Dr, Chester, MD 21619
      /30

      Est $527,105

      Not Listed For Sale

      1713 Bayside Dr, Chester, MD 21619

      • 3 Beds
      • 3 Baths
      • 1,980 Sq Ft
      • Built 1972
      1713 Bayside Dr, Chester, MD 21619

      Last Sold Summary

      • 42 Days On Market

      Last Listing Agent Biana Arentz Coldwell Banker Realty

  • 54F Queen Caroline Ct, Chester, MD 21619
    54F Queen Caroline Ct, Chester, MD 21619
    54F Queen Caroline Ct, Chester, MD 21619
    /46

    $349,900

    $25K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,440 Sq Ft

    54F Queen Caroline Ct, Chester, MD 21619

    Completely remodeled in 2026 with a new kitchen to include new appliances, quartz counters, and backsplash, 3 new bathrooms, all new flooring throughout, new washer and dryer and freshly painted. Nestled in the serene enclave of Queens Landing, this exquisite remodeled in 2026 Colonial townhouse offers a harmonious blend of luxury and comfort. Spanning 1,440 square feet, the open floor plan

    Lawrence Doyle Long & Foster Real Estate, Inc.

    54F Queen Caroline Ct, Chester, MD 21619
  • 1905 Bayside Dr, Chester, MD 21619
    1905 Bayside Dr, Chester, MD 21619
    1905 Bayside Dr, Chester, MD 21619
    /28

    $285,000

    Sold May 05, 2026

    1905 Bayside Dr, Chester, MD 21619

    • 2 Beds
    • 1.5 Baths
    • 1,220 Sq Ft
    • Built 1976

    Last Sold Summary

    • 21% Below List Price
    • $234/SF
    • 17 Days On Market

    Current Estimated Value $360,772

    Last Listing Agent Lisa Ciofani Cummings & Co. Realtors

    1905 Bayside Dr, Chester, MD 21619
    • 1437 Cox Neck Rd, Chester, MD 21619
      1437 Cox Neck Rd, Chester, MD 21619
      1437 Cox Neck Rd, Chester, MD 21619
      /23

      Not Listed For Sale

      1437 Cox Neck Rd, Chester, MD 21619

      • 3 Beds
      • 2 Baths
      • 1,456 Sq Ft
      • Built 2009
      1437 Cox Neck Rd, Chester, MD 21619

      Last Sold Summary

      • 4 Days On Market

      Last Listing Agent Petra Quinn Realty Navigator

  • 102 Boatswain Way Unit 2912, Chester, MD 21619
    102 Boatswain Way Unit 2912, Chester, MD 21619
    102 Boatswain Way Unit 2912, Chester, MD 21619
    /56

    $609,990

    New Construction Pending
    • 2 Beds
    • 2.5 Baths
    • 2,003 Sq Ft

    102 Boatswain Way Unit 2912, Chester, MD 21619

    Welcome to the Magothy, a beautifully designed home offering 2 bedrooms, 2.5 baths, and a 1-car garage. This home blends modern comfort with functional living spaces. The main living area features a dry bar and an electric fireplace, creating a warm and inviting setting for everyday living and entertaining. The owner’s suite includes a private sitting room and large walk-in closets, offering a

    David Willman Berkshire Hathaway HomeServices PenFed Realty - OP

    102 Boatswain Way Unit 2912, Chester, MD 21619
  • 536 Warbler Way, Chester, MD 21619
    536 Warbler Way, Chester, MD 21619
    536 Warbler Way, Chester, MD 21619
    /9

    $849,990

    Sold Jun 05, 2026

    536 Warbler Way, Chester, MD 21619

    • 2 Beds
    • 2.5 Baths
    • 2,010 Sq Ft
    • Built 2026

    Move in Ready Sold Summary

    • $423/SF
    • 16 Days On Market

    Current Estimated Value $720,000

    K. Hovnanian Homes Four Seasons at Kent Island - Single Family

    536 Warbler Way, Chester, MD 21619
    • 215 Mcguckin St, Chester, MD 21619
      215 Mcguckin St, Chester, MD 21619
      215 Mcguckin St, Chester, MD 21619
      /69

      Est $830,056

      Not Listed For Sale

      215 Mcguckin St, Chester, MD 21619

      • 4 Beds
      • 2.5 Baths
      • 2,914 Sq Ft
      • Built 2008
      215 Mcguckin St, Chester, MD 21619

      Last Sold Summary

      • 81 Days On Market

      Last Listing Agent Deborah Savoie Long & Foster Real Estate, Inc.

  • 265 Evelyne St, Chester, MD 21619
    265 Evelyne St, Chester, MD 21619
    265 Evelyne St, Chester, MD 21619
    /62

    $620,000

    $20K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,119 Sq Ft

    265 Evelyne St, Chester, MD 21619

    Welcome to 265 Evelyne Street in the sought-after waterfront community of Gibsons Grant! Offering nearly 2,200 square feet of living space, this beautifully maintained home combines coastal charm with modern comfort. Inside, you’ll find engineered hardwood floors, a spacious open-concept layout, and a beautifully appointed kitchen featuring a large island, gas stove, double oven, and plenty of

    Kathleen Higginbotham Samson Properties

    265 Evelyne St, Chester, MD 21619
  • 141 Redstart Dr, Chester, MD 21619
    141 Redstart Dr, Chester, MD 21619
    141 Redstart Dr, Chester, MD 21619
    /27

    $899,990

    Sold Mar 04, 2026

    141 Redstart Dr, Chester, MD 21619

    • 3 Beds
    • 3 Baths
    • 2,772 Sq Ft
    • Built 2026

    Move in Ready Sold Summary

    • 14% Below List Price
    • $325/SF
    • 13 Days On Market

    Current Estimated Value $879,435

    K. Hovnanian Homes Four Seasons at Kent Island - Single Family

    141 Redstart Dr, Chester, MD 21619
    • 206 Church St, Chester, MD 21619
      206 Church St, Chester, MD 21619
      206 Church St, Chester, MD 21619
      /28

      Est $370,218

      Not Listed For Sale

      206 Church St, Chester, MD 21619

      • 3 Beds
      • 2 Baths
      • 1,368 Sq Ft
      • Built 1935
      206 Church St, Chester, MD 21619

      Last Sold Summary

      • 52 Days On Market

      Last Listing Agent Jim Keating Keller Williams Realty Centre

  • 45G Queen Neva Ct, Chester, MD 21619
    45G Queen Neva Ct, Chester, MD 21619
    45G Queen Neva Ct, Chester, MD 21619
    /40

    $349,500

    • 2 Beds
    • 2.5 Baths
    • 1,312 Sq Ft

    45G Queen Neva Ct, Chester, MD 21619

    Seller is offering closing cost assistance for qualified buyers! This charming townhouse in Queens Landing offers a perfect blend of comfort and community amenities. Step inside to discover a traditional floor plan featuring a cozy living room off the eat-in kitchen, with a separate family room ideal for gatherings. The home boasts two spacious bedrooms and 2.5 baths, including a primary bath for

    John Freeman Coldwell Banker Realty

    45G Queen Neva Ct, Chester, MD 21619
  • 242 Peregrine Dr, Chester, MD 21619
    242 Peregrine Dr, Chester, MD 21619
    242 Peregrine Dr, Chester, MD 21619
    /36

    $705,000

    Sold Sep 23, 2025

    242 Peregrine Dr, Chester, MD 21619

    • 4 Beds
    • 3 Baths
    • 3,151 Sq Ft
    • Built 2024

    Last Sold Summary

    • $224/SF
    • 111 Days On Market

    Last Listing Agent Pamela Owens Anchor Group Realty, LLC

    242 Peregrine Dr, Chester, MD 21619
    • 2802 Cox Neck Rd, Chester, MD 21619
      2802 Cox Neck Rd, Chester, MD 21619
      2802 Cox Neck Rd, Chester, MD 21619
      /55

      Est $1,194,623

      Not Listed For Sale

      2802 Cox Neck Rd, Chester, MD 21619

      • 4 Beds
      • 3.5 Baths
      • 3,692 Sq Ft
      • Built 1997
      2802 Cox Neck Rd, Chester, MD 21619

      Last Sold Summary

      • 57 Days On Market

      Last Listing Agent Biana Arentz Coldwell Banker Realty

  • 1000 Herons Nest Way Unit 22, Chester, MD 21619
    1000 Herons Nest Way Unit 22, Chester, MD 21619
    1000 Herons Nest Way Unit 22, Chester, MD 21619
    /56

    $485,000

    $3K PRICE DROP
    • 2 Beds
    • 2.5 Baths
    • 1,900 Sq Ft

    1000 Herons Nest Way Unit 22, Chester, MD 21619

    BACK on the MARKET. GREAT OPPORTUNITY at THIS PRICE.This Chester model has scenic, seasonal views of Macum Creek, beautiful sunrises, and an incredible display of wildlife in all seasons. Easy walk to Kayak launch and creek. With nearly 2000 square feet of open living space this home has a great layout for entertaining family and friends. The spacious great room, adjacent to the dining area

    Ralph Kennedy RE/MAX Executive

    1000 Herons Nest Way Unit 22, Chester, MD 21619
  • 1839 Harbor Dr, Chester, MD 21619
    1839 Harbor Dr, Chester, MD 21619
    1839 Harbor Dr, Chester, MD 21619
    /23

    $350,000

    Sold Feb 06, 2026

    1839 Harbor Dr, Chester, MD 21619

    • 4 Beds
    • 2 Baths
    • 2,035 Sq Ft
    • Built 1975

    Last Sold Summary

    • $172/SF
    • 119 Days On Market

    Current Estimated Value $364,018

    Last Listing Agent Greg Koch Taylor Properties

    1839 Harbor Dr, Chester, MD 21619
    • 2608 Cecil Dr, Chester, MD 21619
      2608 Cecil Dr, Chester, MD 21619
      2608 Cecil Dr, Chester, MD 21619
      /45

      Est $656,515

      Not Listed For Sale

      2608 Cecil Dr, Chester, MD 21619

      • 3 Beds
      • 2.5 Baths
      • 2,336 Sq Ft
      • Built 1976
      2608 Cecil Dr, Chester, MD 21619

      Last Sold Summary

      • 1 Day On Market

      Last Listing Agent Violeta Aguirre Long & Foster Real Estate, Inc.

  • 110 Boatswain Way Unit 3041, Chester, MD 21619
    110 Boatswain Way Unit 3041, Chester, MD 21619
    110 Boatswain Way Unit 3041, Chester, MD 21619
    /44

    $949,990

    New Construction $90K PRICE DROP Pending
    • 3 Beds
    • 2.5 Baths
    • 2,602 Sq Ft

    110 Boatswain Way Unit 3041, Chester, MD 21619

    Welcome to the Severn, a beautifully designed home offering 3 bedrooms, 2.5 baths, and a 1-car garage. Scheduled for settlement in November 2026, this home combines modern style with functional living spaces. The main living area features a dry bar and an electric fireplace, creating a warm and inviting atmosphere. The owner’s suite includes a sitting room and large walk-in closets, providing a

    Mary Anne Kowalewski KOVO Realty

    110 Boatswain Way Unit 3041, Chester, MD 21619
  • 307 Kingfisher Ln, Chester, MD 21619
    307 Kingfisher Ln, Chester, MD 21619
    307 Kingfisher Ln, Chester, MD 21619
    /29

    $899,990

    Sold Jun 04, 2026

    307 Kingfisher Ln, Chester, MD 21619

    • 3 Beds
    • 3 Baths
    • 2,772 Sq Ft
    • Built 2026

    Move in Ready Sold Summary

    • 8% Below List Price
    • $325/SF
    • 8 Days On Market

    Current Estimated Value $882,700

    K. Hovnanian Homes Four Seasons at Kent Island - Single Family

    307 Kingfisher Ln, Chester, MD 21619
    • 121 Mcguckin St, Chester, MD 21619
      121 Mcguckin St, Chester, MD 21619
      121 Mcguckin St, Chester, MD 21619
      /37

      Est $760,423

      Not Listed For Sale

      121 Mcguckin St, Chester, MD 21619

      • 4 Beds
      • 2.5 Baths
      • 2,914 Sq Ft
      • Built 2008
      121 Mcguckin St, Chester, MD 21619

      Last Sold Summary

      • 125 Days On Market

      Last Listing Agent Peggy Stancavage Long & Foster Real Estate, Inc.

  • 205 Anchor Ln, Chester, MD 21619
    205 Anchor Ln, Chester, MD 21619
    205 Anchor Ln, Chester, MD 21619
    /48

    $535,000

    Open Sat 11AM - 1PM
    • 5 Beds
    • 3 Baths
    • 3,000 Sq Ft

    205 Anchor Ln, Chester, MD 21619

    Welcome to 205 Anchor Lane, a spacious and versatile home in the desirable Castle Marina community of Chester! Situated on a generous half-acre lot with no HOA, this oversized split foyer offers the flexibility, space, and location that today's buyers are looking for. With 5 bedrooms and 3 full bathrooms, this home provides room for everyone. The lower level offers excellent potential for

    Kathleen Higginbotham Samson Properties

    205 Anchor Ln, Chester, MD 21619
  • 630 Warbler Way Unit 2222, Chester, MD 21619
    630 Warbler Way Unit 2222, Chester, MD 21619
    630 Warbler Way Unit 2222, Chester, MD 21619
    /48

    $514,990

    Sold May 18, 2026

    630 Warbler Way Unit 2222, Chester, MD 21619

    • 2 Beds
    • 2.5 Baths
    • 1,900 Sq Ft
    • Built 2025

    Last Sold Summary

    • $271/SF
    • 107 Days On Market

    Last Listing Agent Mary Anne Kowalewski KOVO Realty

    630 Warbler Way Unit 2222, Chester, MD 21619
    • 1004 Auckland Way, Chester, MD 21619
      1004 Auckland Way, Chester, MD 21619
      1004 Auckland Way, Chester, MD 21619
      /48

      Est $524,189

      Not Listed For Sale

      1004 Auckland Way, Chester, MD 21619

      • 3 Beds
      • 3.5 Baths
      • 2,076 Sq Ft
      • Built 2001
      1004 Auckland Way, Chester, MD 21619

      Last Sold Summary

      • 167 Days On Market

      Last Listing Agent Pamela Ackermann-Doll RE/MAX Executive

  • 110 Boatswain Way Unit 3044, Chester, MD 21619
    110 Boatswain Way Unit 3044, Chester, MD 21619
    110 Boatswain Way Unit 3044, Chester, MD 21619
    /51

    $999,990

    New Construction Pending
    • 3 Beds
    • 2.5 Baths
    • 2,602 Sq Ft

    110 Boatswain Way Unit 3044, Chester, MD 21619

    Welcome to the Severn, a beautifully designed home offering 3 bedrooms, 2.5 baths, and a 1-car garage. Scheduled for settlement in October 2026, this home blends modern comfort with functional living spaces. The main living area features a dry bar and an electric fireplace, creating a warm and inviting setting for everyday living and entertaining. The owner’s suite includes a private sitting room

    David Willman Berkshire Hathaway HomeServices PenFed Realty - OP

    110 Boatswain Way Unit 3044, Chester, MD 21619
  • 123 Bentons Pleasure Rd, Chester, MD 21619
    123 Bentons Pleasure Rd, Chester, MD 21619
    123 Bentons Pleasure Rd, Chester, MD 21619
    /65

    $740,000

    Sold Jan 09, 2026

    123 Bentons Pleasure Rd, Chester, MD 21619

    • 4 Beds
    • 2.5 Baths
    • 2,791 Sq Ft
    • Built 2002

    Last Sold Summary

    • $265/SF
    • 23 Days On Market

    Current Estimated Value $767,525

    Last Listing Agent Tricia Wilson Wilson Realty & Staging LLC

    123 Bentons Pleasure Rd, Chester, MD 21619
    • 244 Bentons Pleasure Rd, Chester, MD 21619
      244 Bentons Pleasure Rd, Chester, MD 21619
      244 Bentons Pleasure Rd, Chester, MD 21619
      /61

      Est $746,443

      Not Listed For Sale

      244 Bentons Pleasure Rd, Chester, MD 21619

      • 3 Beds
      • 2 Baths
      • 1,248 Sq Ft
      • Built 1948
      244 Bentons Pleasure Rd, Chester, MD 21619

      Last Sold Summary

      • 72 Days On Market

      Last Listing Agent John McGlannan Meredith Fine Properties

  • 2702 Sherman Dr, Chester, MD 21619
    2702 Sherman Dr, Chester, MD 21619
    2702 Sherman Dr, Chester, MD 21619
    /65

    $989,000

    • 5 Beds
    • 4 Baths
    • 2,752 Sq Ft

    2702 Sherman Dr, Chester, MD 21619

    Discover the extraordinary waterfront oasis of 2702 Sherman Dr. in Chester. This remarkable residence, featuring 5 bedrooms, 2 full bathrooms, and 2 half bathrooms, has undergone a stunning renovation, creating a haven of luxury and serenity on a peaceful street. Every detail of this home has been impeccably updated, from the oversized windows to the modernized bathrooms. However, the true

    Justin Kennedy Samson Properties

    2702 Sherman Dr, Chester, MD 21619
  • 630 Warbler Way Unit 2232, Chester, MD 21619
    630 Warbler Way Unit 2232, Chester, MD 21619
    630 Warbler Way Unit 2232, Chester, MD 21619
    /48

    $612,500

    Sold May 28, 2026

    630 Warbler Way Unit 2232, Chester, MD 21619

    • 2 Beds
    • 2.5 Baths
    • 1,900 Sq Ft
    • Built 2025

    Last Sold Summary

    • $322/SF
    • 78 Days On Market

    Last Listing Agent Mary Anne Kowalewski KOVO Realty

    630 Warbler Way Unit 2232, Chester, MD 21619
    • 915 Auckland Way, Chester, MD 21619
      915 Auckland Way, Chester, MD 21619
      915 Auckland Way, Chester, MD 21619
      /46

      Est $487,702

      Not Listed For Sale

      915 Auckland Way, Chester, MD 21619

      • 3 Beds
      • 3.5 Baths
      • 2,100 Sq Ft
      • Built 2001
      915 Auckland Way, Chester, MD 21619

      Last Sold Summary

      • 67 Days On Market

      Last Listing Agent Jenn Bonk Cummings & Co. Realtors

Showing Results 161 - 200, Page 5 of 18

Maryland Queen Anne's County

Real Estate & Homes

How to Buy a Home How to Finance a Home How to Sell a Home

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage

Copyright © 2026 CoStar Group